
Family-friendly vacation rentals in Litchfield
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Litchfield

Total vacation rentals
Explore 30 vacation rentals in Litchfield

Nightly prices starting at
Litchfield vacation rentals start at G$20,922 GYD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Litchfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Litchfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond
Imagine waking up to stunning waterfront views of pristine Sand Pond, perfect for boating and fishing. Located just five minutes from a golf club and grocery store. This 3-bedroom, 2-bathroom cottage is ideal for friends and families looking to come together and enjoy the beauty of Maine. When the sun goes down, toast up some marshmallows on the outdoor propane fire pit. If the weather doesn’t want to cooperate then you can enjoy the full kitchen, covered porch, pool table, and stocked bookcase.
4.92 out of 5 average rating, 109 reviews
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)
5.0 out of 5 average rating, 212 reviews
Welcome to The Nest - 1 bed, deck w/bath & parking
Enjoy easy access to entertainment, restaurants & shopping. Historic Cumstom Theater, local Bakery, Bars & pizzeria. Several wedding venues, Willows Awake & Lupines and Lace. Tasting rms Grateful Grains, Absolem Cider. Food trucks & music. Maine turnpike 95 access for shopping;Freeport LLBean, Portland, Bath, Augusta, Hallowell & Lew/Auburn areas. Tour Bates, Bowdoin, Colby, Thomas & Husson. Golfing & Frisbee, boating, fishing, antiques, State Parks, hiking/walking trails, beaches & Festivals.
4.96 out of 5 average rating, 227 reviews
Beautiful lake house on Tacoma Lakes near Coast
Pets NOT allowed to due host severe allergies. Please find a different home if you have a service animal or be charged separate cleaning fee of $800 Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened-in Porch 3 spring fed lakes Private dock Bring boat or local rental Canoe/Kayaks FirePit,Grille, Lawn chairs Provided: linens/towels/soap/shampoo/detergent Smoke-deck only - NO SHOES inside *Must sign separate water front liability waiver after booking No cameras inside or out
4.91 out of 5 average rating, 163 reviews
The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse
4.99 out of 5 average rating, 197 reviews
Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.
4.92 out of 5 average rating, 149 reviews
Lakeside retreat on quiet cove on Cobbessee Lake!
Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.
4.84 out of 5 average rating, 115 reviews
Charming Victorian farmhouse 1880's bedrooms-2
Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.
4.94 out of 5 average rating, 558 reviews
Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.
4.97 out of 5 average rating, 387 reviews
Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.
5.0 out of 5 average rating, 130 reviews
The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.
5.0 out of 5 average rating, 155 reviews
Lakeside 3 BR Cabin in Boothbay Harbor
This swanky mid-60's cabin sits on a hill overlooking West Harbor pond in the town of Boothbay Harbor. It offers privacy yet is close to everything downtown Boothbay Harbor has to offer. It is great for couples, solo adventurers, business travelers and families (with kids), and large enough to accommodate bigger groups. If you would like to bring along your canine pal feel free, they are welcome (sorry no cats).
4.98 out of 5 average rating, 287 reviewsPopular amenities for Litchfield family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Rock Cabin #thewaylifeshouldbe
4.99 out of 5 average rating, 392 reviews
The Modern Lakehouse
5.0 out of 5 average rating, 246 reviews
Solar Powered Bus in Forest | Hot Tub + Wellness
4.9 out of 5 average rating, 146 reviews
The Loons' Nest: Lakefront oasis w/ hottub
4.91 out of 5 average rating, 124 reviews
The Barnhouse with hot tub
4.97 out of 5 average rating, 206 reviews
LuxuryTreehouse w/ Hot Tub Near Sunday River
4.98 out of 5 average rating, 327 reviews
Tiny house in the Birch Grove with private HOT TUB
4.94 out of 5 average rating, 285 reviews
Modern Treehouse w/Water Views+Cedar Hot Tub
4.98 out of 5 average rating, 468 reviewsFamily- and pet-friendly home rentals

Quaint & Peaceful Designer's Oceanfront Cottage
4.87 out of 5 average rating, 240 reviews
Cottage on Todd Bay
4.98 out of 5 average rating, 155 reviews
Peaceful Getaway at The Ledges
4.95 out of 5 average rating, 240 reviews
Waterfront Sunrise Cove Cottage
5.0 out of 5 average rating, 184 reviews
On the water Boathouse!
4.9 out of 5 average rating, 177 reviews
Oak Leaf
4.89 out of 5 average rating, 190 reviews
Luxury Year-round Treehouse with private hot tub
4.91 out of 5 average rating, 604 reviews
Studio Apartment in Freeport
4.97 out of 5 average rating, 146 reviewsFamily-friendly home rentals with a pool

Charming Saltwater Farm apartment
4.99 out of 5 average rating, 249 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 178 reviews
Loft Apartment on Tree-Lined Street in Falmouth
4.95 out of 5 average rating, 702 reviews
OOB Oasis: 6BR Home w/ Private Pool Near Beach
4.96 out of 5 average rating, 158 reviews
Luxury Retreat In Back Cove | 10 Min to Downtown
5.0 out of 5 average rating, 116 reviews
Resort-like 2 bed/1 bath - seasonal pool/hot tub
4.93 out of 5 average rating, 147 reviews
Large private area, close to Rockland
4.94 out of 5 average rating, 116 reviews
Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
4.87 out of 5 average rating, 113 reviewsDestinations to explore
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